HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexyl isocyanate → 1-cyclohexyl-3-[6-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexyl isocyanate | HCID 18502 | — |
| Reactant | 6-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-ylamine | HCID 67385377 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 1-cyclohexyl-3-[6-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea | HCID 67386105 | 95.3% |
Reaction Steps
6-Methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-ylamine (58 mg, 0.208 mmol) was dissolved in 1,2-dichloroethane (2.1 mL). Cyclohexylisocyanate (0.54 mL, 4.16 mmol) was added and the reaction mixture was heated to reflux overnight, cooled to RT, concentrated, purified by SiO2 chromatography (12 g SiO2, hexanes/EtOAc 0-50% EtOAc) to give 80 mg of 1-cyclohexyl-3-[6-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea as a yellow solid (95% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012974B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-b86041ec71cc4607b68051bed774e584 |
| Source note | uspto-grants-2011_09 |